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Sigma-Aldrich

2-Benzofurancarboxaldehyde

97%

Synonym(s):

1-Benzofuran-2-carbaldehyde, 2-Benzofurancarbaldehyde, 2-Formylbenzofuran, Benzo[b]-2-furfural, Benzo[b]furan-2-aldehyde, Benzo[b]furan-2-carboxaldehyde, Coumarilaldehyde

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About This Item

Empirical Formula (Hill Notation):
C9H6O2
CAS Number:
Molecular Weight:
146.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

refractive index

n20/D 1.633 (lit.)

bp

135 °C/18 mmHg (lit.)

density

1.206 g/mL at 25 °C (lit.)

SMILES string

O=Cc1cc2ccccc2o1

InChI

1S/C9H6O2/c10-6-8-5-7-3-1-2-4-9(7)11-8/h1-6H

InChI key

ADDZHRRCUWNSCS-UHFFFAOYSA-N

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General description

2-Benzofurancarboxaldehyde, also known as benzo[b]-2-furfural, is an α,β-unsaturated aldehyde.

Application

2-Benzofurancarboxaldehyde may be used in the preparation of (E)-3-(benzofuran-2′-ylmethylidene)-1-methyl-2-indolinone and 1-(benzofuran-2-yl)methanol.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Telescoped Enolate Arylation/HWE Procedure for the Preparation of 3-Alkenyl-Oxindoles: The First Synthesis of Soulieotine.
Millemaggi A, et al.
European Journal of Organic Chemistry, 2009(18), 2947-2952 (2009)
Hydrogenations without hydrogen: titania photocatalyzed reductions of maleimides and aldehydes.
Manley DW, et al.
Molecules (Basel), 19(9), 15324-15338 (2014)
Niina Tani et al.
Bioorganic & medicinal chemistry, 22(23), 6655-6664 (2014-12-03)
Inhibition of CYP2A6-mediated nicotine metabolism can reduce cigarette smoking. We sought potent and selective CYP2A6 inhibitors to be used as leads for drugs useful in smoking reduction therapy, by evaluating CYP2A6 inhibitory effect of novel formyl, alkyl amine or carbonitrile

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